Abstract

Vinyl ester of 4-carboxyphenylboronic acid has been synthesized and tested as reactive reagent for permanent fixation of boron in wood based on an improved approach described previously. The essence of the method is a covalent incorporation of the boron compound via transesterification between wood hydroxyl groups and vinyl ester containing boron. The synthesis of this vinyl ester was accomplished by exchange reaction of vinyl acetate with 4-carboxyphenylboronic acid. The obtained vinyl ester of carboxyphenylboronic acid was characterized by FTIR and H-1-, and C-13-NMR spectroscopy. The covalent fixation of boron to wood's hydroxyl groups was achieved through potassium carbonate (K2CO3) catalyzed transesterification of the vinyl ester containing boron. The transesterification was confirmed by weight percentage gain (WPG) calculation, curcumin staining, FTIR, and C-13 CP-MAS NMR spectroscopy. The efficiency of the reaction improved with increasing temperature and reaction time.

Keywords

boronated wood; carboxyphenylboronic acid pinacol ester; leachability; permanent fixation; transesterification

Published in

Holzforschung
2016, Volume: 70, number: 6, pages: 577-583

SLU Authors

• Jebrane, Mohamed

  • Department of Forest Products, Swedish University of Agricultural Sciences
    

Associated SLU-program

Non-toxic environment


UKÄ Subject classification

Organic Chemistry
Materials Chemistry
Paper, Pulp and Fiber Technology


Publication identifier

DOI: https://doi.org/10.1515/hf-2015-0118

Permanent link to this page (URI)

https://res.slu.se/id/publ/69343